CAS 517-89-5: Shikonin
Description:Shikonin, with the CAS number 517-89-5, is a natural compound primarily derived from the roots of the plant Lithospermum erythrorhizon, commonly known as purple gromwell. It is a naphthoquinone derivative, characterized by its deep red to purple color, which is attributed to its conjugated double bond system. Shikonin exhibits a range of biological activities, including anti-inflammatory, antimicrobial, and antioxidant properties, making it of interest in both traditional medicine and modern pharmacology. Its mechanism of action involves the modulation of various signaling pathways, contributing to its therapeutic potential. Additionally, shikonin has been studied for its role in wound healing and skin regeneration, as well as its potential use in cancer therapy due to its ability to induce apoptosis in certain cancer cell lines. The compound is soluble in organic solvents but has limited solubility in water, which can influence its bioavailability and application in formulations. Overall, shikonin represents a significant compound in natural product chemistry with promising applications in health and medicine.
Formula:C16H16O5
InChI:InChI=1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3/t10-/m1/s1
InChI key:InChIKey=NEZONWMXZKDMKF-SNVBAGLBSA-N
SMILES:O=C1C=C(C(=O)C=2C(O)=CC=C(O)C12)C(O)CC=C(C)C
- Synonyms:
- (R)-(+)-Shikonin
- 1,4-Naphthalenedione 5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-penten-1-yl]-
- 1,4-Naphthalenedione, 5,8-Dihydroxy-2-(1-Hydroxy-4-Methyl-3-Penten-1-Yl)-
- 1,4-Naphthalenedione, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-, (R)-
- 1,4-Naphthalenedione, 5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-pentenyl]-
- 1,4-Naphthoquinone, 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-, (+)-
- 5,8-Dihydroxy-2-(1-Hydroxy-4-Methylpent-3-En-1-Yl)Naphthalene-1,4-Dione
- 5,8-Dihydroxy-2-(1-hydroxy-4-methylpent-3-en-1-yl)-1,4-naphthoquinone
- 5,8-Dihydroxy-2-[(1R)-1-Hydroxy-4-Methyl-Pent-3-Enyl]Naphthalene-1,4-Dione
- 5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthalenedione
- See more synonyms
- 5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methylpent-3-en-1-yl]naphthalene-1,4-dione
- Isoarnebin 4
- NSC 252844
- Shikonin S
- Shikonine
- Tokyo Violet
- Shikonin